(3-Carboxy-2-(R)-Hydroxy-Propyl)-Trimethyl-Ammonium

Identification

Name
(3-Carboxy-2-(R)-Hydroxy-Propyl)-Trimethyl-Ammonium
Accession Number
DB02648  (EXPT00038)
Type
Small Molecule
Groups
Experimental
Description

Constituent of striated muscle and liver. It is used therapeutically to stimulate gastric and pancreatic secretions and in the treatment of hyperlipoproteinemias. [PubChem]

Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
461-06-3
Weight
Average: 162.2068
Monoisotopic: 162.113018383
Chemical Formula
C7H16NO3
InChI Key
PHIQHXFUZVPYII-ZCFIWIBFSA-O
InChI
InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/p+1/t6-/m1/s1
IUPAC Name
[(2R)-3-carboxy-2-hydroxypropyl]trimethylazanium
SMILES
C[N+](C)(C)C[[email protected]](O)CC(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCarnitine O-acetyltransferaseNot AvailableHuman
UPeroxisomal carnitine O-octanoyltransferaseNot AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C00487
PubChem Compound
10918
PubChem Substance
46504891
ChemSpider
10456
ChEBI
39547
ChEMBL
CHEMBL1229656
HET
152
RxList
RxList Drug Page
PDB Entries
1ndf / 1s5o / 1t7o / 1t7q / 1xl8 / 2h3p / 2h3u / 3hfx

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility6.58 mg/mLALOGPS
logP-2.8ALOGPS
logP-4.9ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)4.2ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity52.65 m3·mol-1ChemAxon
Polarizability17.2 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9909
Blood Brain Barrier+0.6481
Caco-2 permeable+0.5143
P-glycoprotein substrateNon-substrate0.5395
P-glycoprotein inhibitor INon-inhibitor0.9787
P-glycoprotein inhibitor IINon-inhibitor0.799
Renal organic cation transporterNon-inhibitor0.9234
CYP450 2C9 substrateNon-substrate0.8119
CYP450 2D6 substrateNon-substrate0.8324
CYP450 3A4 substrateSubstrate0.5075
CYP450 1A2 substrateNon-inhibitor0.9209
CYP450 2C9 inhibitorNon-inhibitor0.911
CYP450 2D6 inhibitorNon-inhibitor0.9252
CYP450 2C19 inhibitorNon-inhibitor0.8985
CYP450 3A4 inhibitorNon-inhibitor0.9435
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9684
Ames testNon AMES toxic0.868
CarcinogenicityNon-carcinogens0.5338
BiodegradationReady biodegradable0.8148
Rat acute toxicity2.1477 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9798
hERG inhibition (predictor II)Non-inhibitor0.8944
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as carnitines. These are organic compounds containing the quaternary ammonium compound carnitine.
Kingdom
Organic compounds
Super Class
Organic nitrogen compounds
Class
Organonitrogen compounds
Sub Class
Quaternary ammonium salts
Direct Parent
Carnitines
Alternative Parents
Short-chain hydroxy acids and derivatives / Beta hydroxy acids and derivatives / Fatty acids and conjugates / Tetraalkylammonium salts / Secondary alcohols / 1,2-aminoalcohols / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic salts
show 4 more
Substituents
Carnitine / Beta-hydroxy acid / Short-chain hydroxy acid / Fatty acid / Hydroxy acid / Tetraalkylammonium salt / 1,2-aminoalcohol / Secondary alcohol / Carboxylic acid derivative / Carboxylic acid
show 12 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
carnitinium (CHEBI:39547)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Receptor binding
Specific Function
Carnitine acetylase is specific for short chain fatty acids. Carnitine acetylase seems to affect the flux through the pyruvate dehydrogenase complex. It may be involved as well in the transport of ...
Gene Name
CRAT
Uniprot ID
P43155
Uniprot Name
Carnitine O-acetyltransferase
Molecular Weight
70857.055 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Receptor binding
Specific Function
Beta-oxidation of fatty acids. The highest activity concerns the C6 to C10 chain length substrate. Converts the end product of pristanic acid beta oxidation, 4,8-dimethylnonanoyl-CoA, to its corres...
Gene Name
CROT
Uniprot ID
Q9UKG9
Uniprot Name
Peroxisomal carnitine O-octanoyltransferase
Molecular Weight
70177.935 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:00